What Is and What Should Never Be

While hunting a Djinn, a genie, Dean (Jensen Ackles) is attacked and transported to a world where his mother (guest star Samantha Smith) is alive, Sam (Jared Padalecki) is in law school and engaged to Jessica (guest star Adrianne Palicki), and Dean lives a very normal life with his girlfriend (guest star Michelle Borth).

However, after he starts seeing a strange girl (guest star Melanie Neige Scrofano) and learns all the people he has saved in the past have died, Dean must decide whether he wants to stay in this new safe life where everyone he loves is alive or if he should return to the hunt.